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Entry Level Insurance Sales Representative Jobs in Chicago, IL

Tnt Capital, Inc.

Insurance Sales Rep

Skokie, IL · On-site

$55K - $70K/yr

As an Insurance Sales Representative , you'll build genuine relationships with your community while helping people protect what matters most -- their homes, cars, and financial futures. No experience?

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All JobsInsurance Sales Representative JobsEntry Level Insurance Sales Representative JobsEntry Level Insurance Sales Representative Jobs in Chicago, IL

Entry Level Insurance Sales Representative information

See Chicago, IL salary details

$29.9K

$65.4K

$103K

How much do entry level insurance sales representative jobs pay per year?

As of Aug 20, 2026, the average yearly pay for entry level insurance sales representative in Chicago, IL is $65,357.00, according to ZipRecruiter salary data. Most workers in this role earn between $48,400.00 and $77,800.00 per year, depending on experience, location, and employer.

What does an entry level insurance sales representative do?

An Entry Level Insurance Sales Representative is responsible for selling insurance policies to new and existing clients. They explain different types of insurance coverage, assess customer needs, provide quotes, and help clients choose the best policies for their circumstances. This role typically involves reaching out to potential customers, maintaining relationships, and meeting sales targets. Entry-level representatives often receive training and work under the guidance of more experienced agents.

What are the key skills and qualifications needed to thrive as an entry level insurance sales representative?

To thrive as an Entry Level Insurance Sales Representative, you need a basic understanding of insurance products, sales principles, and often a high school diploma or equivalent. Familiarity with CRM software, quoting tools, and state insurance licensing is typically required. Strong interpersonal skills, active listening, and resilience help you build client relationships and handle rejection effectively. These skills and qualifications are crucial for meeting sales targets, ensuring compliance, and providing excellent customer service in a competitive industry.

What are some common challenges faced by entry level insurance sales representatives, and how can they overcome them?

Entry level insurance sales representatives often encounter challenges such as building a client base from scratch, handling initial rejections, and learning complex product offerings. To overcome these, successful representatives focus on consistent networking, leveraging mentorship from experienced colleagues, and participating in ongoing training programs provided by their company. Building strong communication skills and maintaining resilience are also key to turning early obstacles into long-term growth opportunities.

What is the difference between Entry Level Insurance Sales Representative vs Insurance Agent?

AspectEntry Level Insurance Sales RepresentativeInsurance Agent
Required CredentialsTypically no licensing required initially; licensing needed to sell policiesMust obtain state licensing and certifications to sell insurance
Work EnvironmentOffice, call centers, or remote; sales-focusedAgency offices, independent or company-owned
Employer & Industry UsageEntry-level role in insurance companies or agenciesLicensed professional selling insurance policies
Search & Comparison IntentEntry level, beginner, sales roleLicensed, experienced, sales professional

In summary, an Entry Level Insurance Sales Representative is typically an entry-level role requiring minimal initial licensing, focusing on prospecting and sales support. An Insurance Agent, however, is a licensed professional authorized to sell insurance policies, often with more experience and responsibility. Both roles are integral to the insurance industry but differ mainly in licensing requirements and experience level.

Is entry level insurance sales hard?

Entry level insurance sales representatives often face challenges such as building client relationships, understanding insurance products, and meeting sales targets. Success typically requires strong communication skills, product knowledge, and persistence, but the role can be manageable with training and experience.
Entry Level Insurance Sales Representative jobs near you
Infographic showing various Entry Level Insurance Sales Representative job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 74% Full Time, 20% Part Time, and 5% Contract. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution, with an average salary of $63,709 per year, or $30.6 per hour.

Insurance Sales Representative

Elizabeth Robles Farmers Insurance

Des Plaines, IL • On-site

$40K - $65K/yr

Full-time

Dental, Vision, Life, PTO

Re-posted 6 days ago

Job description

Are You Ready to Build a Rewarding Career in Insurance Sales?

Join a dynamic and growing insurance agency in Mount Prospect, Illinois where your success is directly rewarded! We are looking for an ambitious Insurance Sales Representative to help individuals and businesses find the right insurance solutions. Whether you're an experienced producer or looking to grow in the industry, this role offers strong earning potential, ongoing training, and career advancement opportunities.

Acquire new clients to our insurance agency by selling Auto, Renters, Homeowners, Life and many other insurance products.

Candidates will receive outstanding training, mentorship from established, successful agency owners and the opportunity for ownership of their own agency with successful completion of the program


Come work with The EVA Insurance Agency!


Benefits

Annual Base Salary + Commission + Bonus Opportunities

Paid Time Off (PTO)

Work from Home

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Hands on Training

Mon-Fri Schedule

Career Growth Opportunities


Responsibilities
  • Offer products such as Home, Auto, Business, and Life Insurance
  • Develop insurance quotes, make sales presentations, and close sales
  • Understanding prospects' needs and identifying sales opportunities
  • Creating and maintaining a database of current and potential customers
  • Staying informed about competing products and services
  • Having a ton of fun while being part of a competitive team

Requirements

  • Must possess a state of Illinois Property/Casualty License
  • Must possess a state of Illinois Life/Health License
  • Possess an upbeat, positive, and enthusiastic attitude.
  • Create relationships with prospects and clientele.
  • Proficiency to multi-task, follow-thru, and follow-up.
  • Leadership
  • Excellent Communication/interpersonal skills.
  • Confident, self-starter who works well independently.
  • Driven and goal-oriented individual.
  • Ability to tactfully handle stressful and difficult situations.
  • Be capable of handling customer rejection.